U.S. patent application number 15/151659 was filed with the patent office on 2016-09-01 for hair treatment agent comprising polyalkoxy alkyl amino-substituted siloxanes.
This patent application is currently assigned to Henkel AG & Co. KGaA. The applicant listed for this patent is Henkel AG & Co. KGaA. Invention is credited to Rene Krohn, Erik Schulze zur Wiesche.
Application Number | 20160250133 15/151659 |
Document ID | / |
Family ID | 51862303 |
Filed Date | 2016-09-01 |
United States Patent
Application |
20160250133 |
Kind Code |
A1 |
Schulze zur Wiesche; Erik ;
et al. |
September 1, 2016 |
HAIR TREATMENT AGENT COMPRISING POLYALKOXY ALKYL AMINO-SUBSTITUTED
SILOXANES
Abstract
The invention relates to a hair treatment agent including 0.1 to
20 weight percent of at least one silicone including groups of the
formula (I) as defined herein; 0.1 to 20 weight percent of at least
one copolymer that includes monomer units of the formulas (V) and
(VI) as defined herein; and 0.5 to 5 weight percent of
2-phenylbenzimidazole-5-sulfonic acid. The hair treatment agent
according to the invention has an improved protective effect
against UV radiation and has an improving effect on hair treated
therewith with regard to combability, gloss, elasticity,
brittleness, and maximum tensile strength.
Inventors: |
Schulze zur Wiesche; Erik;
(Hamburg, DE) ; Krohn; Rene; (Norderstedt,
DE) |
|
Applicant: |
Name |
City |
State |
Country |
Type |
Henkel AG & Co. KGaA |
Duesseldorf |
|
DE |
|
|
Assignee: |
Henkel AG & Co. KGaA
Duesseldorf
DE
|
Family ID: |
51862303 |
Appl. No.: |
15/151659 |
Filed: |
May 11, 2016 |
Related U.S. Patent Documents
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Application
Number |
Filing Date |
Patent Number |
|
|
PCT/EP2014/073668 |
Nov 4, 2014 |
|
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|
15151659 |
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Current U.S.
Class: |
424/70.9 |
Current CPC
Class: |
A61Q 5/002 20130101;
C08L 25/04 20130101; C08L 83/12 20130101; A61K 8/898 20130101; C08K
5/42 20130101; C08G 77/46 20130101; C08L 33/00 20130101; A61K
8/8152 20130101; C08K 5/3445 20130101; C08L 83/08 20130101; A61Q
17/04 20130101; A61K 8/4946 20130101; C08L 83/12 20130101; A61K
8/8147 20130101; A61K 8/585 20130101; C08L 83/08 20130101; A61Q
5/04 20130101; C08K 5/42 20130101; C08L 83/12 20130101; A61Q 5/02
20130101; C08G 77/26 20130101; C08L 83/08 20130101; C08K 5/3445
20130101; C08K 5/3445 20130101; C08K 5/42 20130101; C08K 5/3445
20130101; C08K 5/3445 20130101; C08L 25/04 20130101; C08L 33/00
20130101; C08K 5/42 20130101; C08K 5/42 20130101; C08L 25/04
20130101; C08L 33/00 20130101 |
International
Class: |
A61K 8/81 20060101
A61K008/81; A61K 8/58 20060101 A61K008/58; A61K 8/49 20060101
A61K008/49; A61Q 5/00 20060101 A61Q005/00 |
Foreign Application Data
Date |
Code |
Application Number |
Dec 5, 2013 |
DE |
10 2013 224 999.3 |
Claims
1. A hair treatment agent which includes, in each case based on its
weight, a) 0.1 to 20% by weight of at least one silicone including
groups of formula (I) ##STR00027## in which n stands for values
from 1 to 1000, A stands for a group ##STR00028## in which R1
stands for --H or --CH.sub.3 and R stands for a straight-chain or
branched alkyl moiety including 8 to 24 C atoms, and a stands for
an integer from 1 to 20; b) 0.1 to 20% by weight of at least one
copolymer including monomer units of formulas (V) and (VI)
##STR00029## in which R2 stands for --H or --CH.sub.3 and X stands
for H, an alkali metal cation, or a straight-chain or branched
alkyl moiety including 1 to 24 C atoms; c) 0.5 to 5% by weight of
2-phenylbenzimidazole-5-sulfonic acid.
2. The hair treatment agent according to claim 1, wherein the agent
includes 0.1 to 20% by weight at least one silicone including
groups of formula (Ia) ##STR00030## wherein R is selected from
--(CH.sub.2).sub.k--CH.sub.3, wherein k=7, 8, 9, 10, 11, 12, 13,
14, 15, 16, or 17, and --CH(CH.sub.2CH.sub.3)--(CH.sub.2).sub.5 and
a stands for an integer from 1 to 20.
3. The hair treatment agent according to claim 1, wherein the agent
includes 0.1 to 20% by weight at least one silicone of formula
(II): ##STR00031## wherein A stands for a group ##STR00032## in
which R1 stands for --H or --CH.sub.3 and R stands for
straight-chain or branched alkyl moiety including 8 to 24 C atoms,
and a stands for an integer from 1 to 20; Q stands for --OH,
--CH.sub.3, or --OCH.sub.3; the indices k, n, m, o, p, q stand for
integers from 0 to 1000, with the condition that n+p>0 and
k+m+o+q>0, wherein the units having the indices k, n, m, o, p, q
may be present in the molecule as a block or statistically
distributed.
4. The hair treatment agent according to claim 1, wherein the agent
includes 0.1 to 20% by weight at least one silicone of formula
(III): ##STR00033## in which R is selected from
--(CH.sub.2).sub.k--CH.sub.3, where k=7, 8, 9, 10, 11, 12, 13, 14,
15, 16, or 17, and --CH(CH.sub.2CH.sub.3)--(CH.sub.2).sub.5; a
stands for an integer from 1 to 20; Q stands for --OH, --CH.sub.3,
or --OCH.sub.3; and the indices k, n, m, o, p, q stand for integers
from 0 to 1000, with the condition that n+p>0 and k+m+o+q>0,
wherein the units having the indices k, n, m, o, p, q may be
present in the molecule as a block or statistically
distributed.
5. The hair treatment agent according to claim 1, wherein the agent
includes 0.1 to 20% by weight at least one silicone of formula
(IV): ##STR00034## in which R stands for
--(CH.sub.2).sub.12--CH.sub.3 and Q stands for --OH or --OCH.sub.3;
Q stands for --OH, --CH.sub.3, or --OCH.sub.3; and the indices k,
n, m, o, p, q stand for integers from 0 to 1000, with the condition
that n+p>0 and k+m+o+q>0, wherein the units having the
indices k, n, m, o, p, q may be present in the molecule as a block
or statistically distributed.
6. The hair treatment agent according to claim 3, wherein the two
Q's in formula (II) are selected from the following combinations:
TABLE-US-00002 "Left" terminal group Q "Right" terminal group Q
--OH --OH --CH.sub.3 --OH --OCH.sub.3 --OH --OH --CH.sub.3
--CH.sub.3 --CH.sub.3 --OCH.sub.3 --CH.sub.3 --OH --OCH.sub.3
--CH.sub.3 --OCH.sub.3 --OCH.sub.3 --OCH.sub.3.
7. The hair treatment agent according to claim 4, wherein the two
Q's in formula (III) are selected from the following combinations:
TABLE-US-00003 "Left" terminal group Q "Right" terminal group Q
--OH --OH --CH.sub.3 --OH --OCH.sub.3 --OH --OH --CH.sub.3
--CH.sub.3 --CH.sub.3 --OCH.sub.3 --CH.sub.3 --OH --OCH.sub.3
--CH.sub.3 --OCH.sub.3 --OCH.sub.3 --OCH.sub.3.
8. The hair treatment agent according to claim 5, wherein the two
Q's in formula (IV) are selected from the following combinations:
TABLE-US-00004 "Left" terminal group Q "Right" terminal group Q
--OH --OH --CH.sub.3 --OH --OCH.sub.3 --OH --OH --CH.sub.3
--CH.sub.3 --CH.sub.3 --OCH.sub.3 --CH.sub.3 --OH --OCH.sub.3
--CH.sub.3 --OCH.sub.3 --OCH.sub.3 --OCH.sub.3.
9. The hair treatment agent according to claim 1, wherein the
silicone(s) is/are selected from the group consisting of
silicone(s) of formulas (IIa), (IIb), (IIIa), (IIIb), (IVa), and
(IVb): ##STR00035## ##STR00036##
10. The hair treatment agent according to claim 1, wherein at least
50% by weight of the copolymers are composed of monomers of
formulas (V) and (VI).
11. The hair treatment agent according to claim 1, wherein the
copolymer(s) is/are selected from the group consisting of
copolymers of styrene and acrylic acid copolymers of styrene and
methacrylic acid copolymers of styrene and sodium acrylate
copolymers of styrene and sodium methacrylate copolymers of styrene
and potassium acrylate copolymers of styrene and potassium
methacrylate copolymers of styrene and acrylic acid methyl ester
copolymers of styrene and methacrylic acid methyl ester copolymers
of styrene and acrylic acid ethyl ester copolymers of styrene and
methacrylic acid ethyl ester copolymers of styrene and acrylic acid
propyl ester copolymers of styrene and methacrylic acid propyl
ester copolymers of styrene and acrylic acid isopropyl ester
copolymers of styrene and methacrylic acid isopropyl ester
copolymers of styrene and acrylic acid (n-butyl) ester copolymers
of styrene and methacrylic acid (n-butyl) ester copolymers of
styrene and acrylic acid and methacrylic acid copolymers of styrene
and acrylic acid and sodium acrylate copolymers of styrene and
acrylic acid and sodium methacrylate copolymers of styrene and
acrylic acid and acrylic acid methyl ester copolymers of styrene
and acrylic acid and methacrylic acid methyl ester copolymers of
styrene and acrylic acid and acrylic acid ethyl ester copolymers of
styrene and acrylic acid and methacrylic acid ethyl ester
copolymers of styrene and acrylic acid and acrylic acid (n-butyl)
ester copolymers of styrene and acrylic acid and methacrylic acid
(n-butyl) ester copolymers of styrene and methacrylic acid and
sodium acrylate copolymers of styrene and methacrylic acid and
sodium methacrylate copolymers of styrene and methacrylic acid and
acrylic acid methyl ester copolymers of styrene and methacrylic
acid and methacrylic acid methyl ester copolymers of styrene and
methacrylic acid and acrylic acid ethyl ester copolymers of styrene
and methacrylic acid and methacrylic acid ethyl ester copolymers of
styrene and methacrylic acid and acrylic acid (n-butyl) ester
copolymers of styrene and methacrylic acid and methacrylic acid
(n-butyl) ester copolymers of styrene and acrylic acid and
methacrylic acid and sodium acrylate copolymers of styrene and
acrylic acid and methacrylic acid and sodium methacrylate
copolymers of styrene and acrylic acid and methacrylic acid and
acrylic acid methyl ester copolymers of styrene and acrylic acid
and methacrylic acid and methacrylic acid methyl ester copolymers
of styrene and acrylic acid and methacrylic acid and acrylic acid
ethyl ester copolymers of styrene and acrylic acid and methacrylic
acid and methacrylic acid ethyl ester copolymers of styrene and
acrylic acid and methacrylic acid and acrylic acid (n-butyl) ester,
and copolymers of styrene and acrylic acid and methacrylic acid and
methacrylic acid (n-butyl) ester.
12. The hair treatment agent according to claim 1, wherein the
agent includes 0.5 to 17.5% by weight at least one copolymer having
monomer units of formulas (V) and (VIa) ##STR00037## wherein X
stands for H.sup.+ or Na.sup.+.
13. The hair treatment agent according to claim 1, wherein the
agent includes 0.55 to 4.5% by weight
2-phenylbenzimidazole-5-sulfonic acid.
14. The hair treatment agent according to claim 1, wherein the
weight ratio of ingredients b) to a) is in the range of 1:50 to
50:1.
15. The hair treatment agent according to claim 1, wherein the
weight ratio of ingredients a) to c) is in the range of 1:50 to
50:1.
16. A method for reducing the damage to the hair structure by
external influences, in particular by UV radiation, including:
applying to the hair silicones which include groups of formula (I)
##STR00038## in which n stands for values from 1 to 1000, A stands
for a group ##STR00039## in which R1 stands for --H or --CH.sub.3
and R stands for a straight-chain or branched alkyl moiety
including 8 to 24 C atoms, and a stands for an integer from 1 to
20.
Description
FIELD OF THE INVENTION
[0001] The present invention generally relates to hair treatment
agents including specifically substituted silicone(s), and the use
of these agents for the cleaning and/or care of hair.
BACKGROUND OF THE INVENTION
[0002] Care agents for keratinic fibers influence the natural
structure and the properties of the hair. Thus, for example, the
wet and dry combability of the hair, the hold, and the fullness of
the hair may be optimized, or the hair may be protected from
increased split ends, following such treatments. Therefore, it has
been common for quite some time to subject the hair to a special
aftertreatment in which the hair is treated, typically in the form
of a rinse, with particular active substances, for example
quaternary ammonium salts or specific polymers. As a result of this
treatment, the combability, the hold, and the fullness of the hair
are improved and the frequency of split ends is reduced, depending
on the formulation.
[0003] For example, the structure of the hair sustains lasting
damage from UV light due to intensive use of tanning salons or
extensive physical recreational activity. This damage is manifested
in the hair by a loss in the elasticity, for example. Therefore, it
is not surprising that the number of consumers with sensitive, less
elastic, more brittle, and irritable skin as well as hair with
impaired combability, gloss, elasticity, brittleness, and maximum
tensile strength is increasing dramatically.
[0004] Another problem is found with dyed hair. If the dyes formed
or used directly in the course of the color formation have greatly
different fastness properties (for example, UV stability,
perspiration fastness, wash fastness, etc.), a noticeable and
therefore undesirable color shift may occur over time. This
phenomenon is even more apparent when the hairstyle has hairs or
hair zones with different degrees of damage. One example is long
hair in which tips of the hair that experience long-term exposure
to all possible environmental influences are generally damaged much
more than the hair zones that have grown out relatively
recently.
[0005] For this reason, there is a need to provide care products
which have a great protective effect against fading of the natural
or dyed hair color and against the damage to the hair structure by
UV radiation.
[0006] Therefore, it has been customary for quite some time in skin
cosmetics as well as hair cosmetics to incorporate UV filters into
the agents. According to European law, UV filters are defined
according to their intended use. Accordingly, they are "substances
which are exclusively or mainly intended to protect the skin
against certain UV radiation by absorbing, reflecting, or
scattering certain UV radiation." Regardless of whether organic or
inorganic, so-called chemical or physical, natural or synthetic UV
filters are involved, all UV filters are classified according to
this definition. Only UV filters which are listed in the Cosmetics
Regulation may be used. Since the individual substances generally
do not provide protection over the entire UV spectrum, multiple
substances are usually combined.
[0007] In addition, synergistic effects typically result from the
combination of UV filters.
[0008] While UV protection in skin care products has been developed
extensively with respect to formulations, in hair care products
less complex systems are used for the "dead" matter of hair. In
addition, the quantities in which filter substances can be
incorporated are generally smaller, partly for formulation reasons,
and partly for cost reasons. In order to still be able to provide
effective UV protection, it is desirable to improve the protective
effect of known, less expensive UV filters, and also to impart the
agents in question with positive effects with regard to
combability, gloss, elasticity, brittleness, and maximum tensile
strength of the hair treated with same.
[0009] Furthermore, other desirable features and characteristics of
the present invention will become apparent from the subsequent
detailed description of the invention and the appended claims,
taken in conjunction with this background of the invention.
BRIEF SUMMARY OF THE INVENTION
[0010] It has now been found that agents including
2-phenylbenzimidazole-5-sulfonic acid may be greatly improved with
regard to the set of tasks mentioned above when certain acrylate
polymers and substituted silicones are used.
[0011] Such a hair treatment agent includes, in each case based on
its weight, 0.1 to 20% by weight of at least one silicone including
groups of formula (I)
##STR00001##
in which n stands for values from 1 to 1000, A stands for a
group
##STR00002##
in which R1 stands for --H or --CH.sub.3 and R stands for a
straight-chain or branched alkyl moiety including 8 to 24 C atoms,
and a stands for an integer from 1 to 20; 0.1 to 20% by weight of
at least one copolymer including monomer units of formulas (V) and
(VI)
##STR00003##
in which R2 stands for --H or --CH.sub.3 and X stands for H, an
alkali metal cation, or a straight-chain or branched alkyl moiety
including 1 to 24 C atoms; and 0.5 to 5% by weight of
2-phenylbenzimidazole-5-sulfonic acid.
[0012] Silicones used to accomplish these improvements include
groups of formula (I)
##STR00004##
in which n stands for values from 1 to 1000, A stands for a
group
##STR00005##
in which R1 stands for --H or --CH.sub.3 and R stands for a
straight-chain or branched alkyl moiety including 8 to 24 C atoms,
and a stands for an integer from 1 to 20, and are particularly used
for reducing the damage to the hair structure by external
influences, in particular by UV radiation.
DETAILED DESCRIPTION OF THE INVENTION
[0013] The following detailed description of the invention is
merely exemplary in nature and is not intended to limit the
invention or the application and uses of the invention.
Furthermore, there is no intention to be bound by any theory
presented in the preceding background of the invention or the
following detailed description of the invention.
[0014] A first subject matter of the present invention is a hair
treatment agent which includes, in each case based on its weight,
[0015] a) 0.1 to 20% by weight of at least one silicone including
groups of formula (I)
[0015] ##STR00006## [0016] in which [0017] n stands for values from
1 to 1000, [0018] A stands for a group
[0018] ##STR00007## [0019] in which R1 stands for --H or --CH.sub.3
and R stands for a straight-chain or branched alkyl moiety
including 8 to 24 C atoms, and a stands for an integer from 1 to
20; [0020] b) 0.1 to 20% by weight of at least one copolymer
including monomer units of formulas (V) and (VI)
[0020] ##STR00008## [0021] in which R2 stands for --H or --CH.sub.3
and X stands for H, an alkali metal cation, or a straight-chain or
branched alkyl moiety including 1 to 24 C atoms; [0022] c) 0.5 to
5% by weight of 2-phenylbenzimidazole-5-sulfonic acid.
[0023] Within the meaning of the present invention, examples of
hair treatment agents are hair shampoos, hair conditioners,
conditioning shampoos, hair sprays, hair rinses, hair masks, hair
packs, hair tonics, permanent wave fixing solutions, hair-coloring
shampoos, hair colorants, hair fixatives, hair setting agents,
hairstyling preparations, blow-dry lotions, mousses, hair gels,
hair waxes, or combinations thereof. In view of the fact that men
often hesitate to apply a number of different agents and/or carry
out multiple application steps, agents according to the invention
are preferably those agents which men use anyway. Preferred agents
according to the invention are therefore shampoos, conditioning
agents, or hair tonics.
[0024] The compositions of the invention impart improved properties
to the keratinic fibers which are treated with same; these
properties (lightness, softness, ease of untangling, natural feel
and buoyancy of the hair, luminosity, for example) last even under
intensive UV irradiation, and in addition the effects are
persistent and long-lasting. In particular, these effects withstand
multiple shampooings.
[0025] The agents according to the invention include as the first
essential ingredient 0.1 to 20% by weight of at least one silicone
including groups of formula (I). In formula (I), n stands for
values of 1 to 1000, wherein values 1 to 40, preferably 1 to 30,
more preferably 1 to 20, and in particular for the values 2, 3, 4,
5, 6, 7, 8, 9, or 10, are preferred.
[0026] In formula (I), A stands for a group
##STR00009##
in which R1 stands for --H or --CH.sub.3 and R stands for a
straight-chain or branched alkyl moiety including 8 to 24 C atoms,
and a stands for an integer from 1 to 20; R1 is particularly
preferably --H. A particularly good UV protective effect is
achieved when the moiety R stands for
[0027] --(CH.sub.2).sub.k--CH.sub.3, where k=7, 8, 9, 10, 11, 12,
13, 14, 15, 16, 17
[0028] --CH(CH.sub.2CH.sub.3)--(CH.sub.2).sub.5.
[0029] Particularly preferred hair treatment agents according to
the invention are characterized in that they include 0.1 to 20% by
weight, preferably 0.25 to 15% by weight, more preferably 0.5 to
10% by weight, even more preferably 0.75 to 7.5% by weight, and in
particular 1 to 5% by weight, of at least one silicone including
groups of formula (Ia)
##STR00010##
in which R is selected from
[0030] --(CH.sub.2).sub.k--CH.sub.3, where k=7, 8, 9, 10, 11, 12,
13, 14, 15, 16, 17
[0031] --CH(CH.sub.2CH.sub.3)--(CH.sub.2).sub.5
[0032] and a stands for an integer from 1 to 20.
[0033] The silicones used according to the invention may be
composed completely of groups of formula (I) or (Ia), wherein
--CH.sub.3, --O--CH.sub.3, or --OH are preferred as terminal
groups.
[0034] However, it is preferred that the silicones used according
to the invention include further groups, in particular those of
formula
##STR00011##
[0035] In addition, co-silicones made up of units of the
above-mentioned formula and units of formula (I) or (Ia) may have
--CH.sub.3, --O--CH.sub.3, or --OH as terminal groups. The units
may be present in such co-silicones as a block or statistically
distributed.
[0036] Particularly preferred hair treatment agents according to
the invention are characterized in that they include 0.1 to 20% by
weight, preferably 0.25 to 15% by weight, more preferably 0.5 to
10% by weight, even more preferably 0.75 to 7.5% by weight, and in
particular 1 to 5% by weight, of at least one silicone of formula
(II):
##STR00012##
in which
[0037] A stands for a group
##STR00013## [0038] in which R1 stands for --H or --CH.sub.3 and R
stands for a straight-chain or branched alkyl moiety including 8 to
24 C atoms, and a stands for an integer from 1 to 20;
[0039] Q stands for --OH, --CH.sub.3, or --OCH.sub.3;
[0040] the indices k, n, m, o, p, q stand for integers from 0 to
1000, with the condition that n+p>0 and k+m+o+q>0,
wherein the units having the indices k, n, m, o, p, q may be
present in the molecule as a block or statistically
distributed.
[0041] Also for the silicones of formula (II), A stands for a
group
##STR00014##
in which R1 stands for --H or --CH.sub.3 and R stands for a
straight-chain or branched alkyl moiety including 8 to 24 C atoms,
and a stands for an integer from 1 to 20; R1 is particularly
preferably --H. A particularly good UV protective effect is
achieved when the moiety R stands for
[0042] --(CH.sub.2).sub.k--CH.sub.3, where k=7, 8, 9, 10, 11, 12,
13, 14, 15, 16, 17
[0043] --CH(CH.sub.2CH.sub.3)--(CH.sub.2).sub.5.
[0044] Further preferred hair treatment agents according to the
invention are therefore characterized in that they include 0.1 to
20% by weight, preferably 0.25 to 15% by weight, more preferably
0.5 to 10% by weight, even more preferably 0.75 to 7.5% by weight,
and in particular 1 to 5% by weight, of at least one silicone of
formula (III):
##STR00015##
in which R is selected from
[0045] --(CH.sub.2).sub.k--CH.sub.3, where k=7, 8, 9, 10, 11, 12,
13, 14, 15, 16, 17
[0046] --CH(CH.sub.2CH.sub.3)--(CH.sub.2).sub.5
a stands for an integer from 1 to 20; Q stands for --OH,
--CH.sub.3, or --OCH.sub.3; the indices k, n, m, o, p, q stand for
integers from 0 to 1000, with the condition that
[0047] n+p>0 and k+m+o+q>0,
wherein the units having the indices k, n, m, o, p, q may be
present in the molecule as a block or statistically
distributed.
[0048] It is very particularly preferred that the index a stands
for the number 9, and R is a straight-chain alkyl moiety including
13 carbon atoms. In particular, preferred hair treatment agents are
therefore characterized in that they include 0.1 to 20% by weight,
preferably 0.25 to 15% by weight, more preferably 0.5 to 10% by
weight, even more preferably 0.75 to 7.5% by weight, and in
particular 1 to 5% by weight, of at least one silicone of formula
(IV):
##STR00016##
in which R stands for --(CH.sub.2).sub.12--CH.sub.3 and Q stands
for --OH or --OCH.sub.3; Q stands for --OH, --CH.sub.3, or
--OCH.sub.3; the indices k, n, m, o, p, q stand for integers from 0
to 1000, with the condition that
[0049] n+p>0 and k+m+o+q>0,
wherein the units having the indices k, n, m, o, p, q may be
present in the molecule as a block or statistically
distributed.
[0050] In formulas (II), (III), and (IV), Q stands for --OH,
--CH.sub.3, or --OCH.sub.3. In all three formulas the two Q's do
not have to be identical; rather, the termination at one end may be
different than at the other end, the following combinations being
preferred:
TABLE-US-00001 "Left" terminal group Q "Right" terminal group Q
--OH --OH --CH.sub.3 --OH --OCH.sub.3 --OH --OH --CH.sub.3
--CH.sub.3 --CH.sub.3 --OCH.sub.3 --CH.sub.3 --OH --OCH.sub.3
--CH.sub.3 --OCH.sub.3 --OCH.sub.3 --OCH.sub.3
[0051] It is particularly preferred for the two groups at the
respective chain end to be identical. In particular, Q preferably
stands for --OH or --OCH.sub.3. The silicones of formulas (IIa),
(IIb), (IIIa), (IIIb), (IVa), and (IVb) represent particularly
preferred embodiments:
##STR00017## ##STR00018##
[0052] The average molecular weights of the silicones a) included
in the agents according to the invention are preferably 2,000 to
300,000 Dalton, even more preferably 5,000 to 200,000 Dalton, in
particular 10,000 to 150,000 Dalton. Hair treatment agents are
preferred in which the weight-average molar mass of the silicone of
formula (IV) included therein is in the range of 10,000 to 150,000
gmol.sup.-1, preferably in the range of 50,000 to 130,000
gmol.sup.-1.
[0053] The average molecular weights of amino-substituted silicones
are measurable, for example, by gel permeation chromatography (GPC)
in polystyrene at room temperature. Styragel columns may be
selected as columns, THF may be selected as the eluent, and 1
mL/min may be selected as the flow rate. The detection preferably
takes place by means of refractometry and UV meters.
[0054] As a further component, the agents according to the
invention include 0.1 to 20% by weight of at least one copolymer
which has monomer units of formulas (V) and (VI)
##STR00019##
in which R2 stands for --H or --CH.sub.3 and X stands for --H, an
alkali metal cation, or a straight-chain or branched alkyl moiety
including 1 to 24 C atoms.
[0055] The copolymers may be composed only of monomers of formulas
(V) and (VI), but may also include other monomer structural units.
With regard to the protective effect against damage to the hair
structure, it has proven to be preferable when at least 50% by
weight, preferably at least 60% by weight, more preferably at least
70% by weight, even more preferably at least 80% by weight,
particularly preferably at least 90% by weight, and in particular
at least 99% by weight, of the copolymers are composed of monomers
of formulas (V) and (VI).
[0056] The monomer to be associated with the structural unit (V) is
styrene, and the structural unit (VI) may be derived from acrylic
acid (R2=--H, X=--H), methacrylic acid (R2=--CH.sub.3, X=--H), the
salts thereof (X=Na.sup.+, K.sup.+, etc.) and/or the esters thereof
(X=alkyl). The copolymers may include a single type of monomer unit
(VI) or a number of various monomer units (VI, VI', VI'', etc.). An
example for the first embodiment would be copolymers of styrene and
acrylic acid, and an example for the second embodiment would be
copolymers of styrene, acrylic acid, and methacrylate.
[0057] For the copolymers which include only monomer units of
formulas (V) and (VI), the following copolymers are preferred:
[0058] copolymers of styrene and acrylic acid [0059] copolymers of
styrene and methacrylic acid [0060] copolymers of styrene and
sodium acrylate [0061] copolymers of styrene and sodium
methacrylate [0062] copolymers of styrene and potassium acrylate
[0063] copolymers of styrene and potassium methacrylate [0064]
copolymers of styrene and acrylic acid methyl ester [0065]
copolymers of styrene and methacrylic acid methyl ester [0066]
copolymers of styrene and acrylic acid ethyl ester [0067]
copolymers of styrene and methacrylic acid ethyl ester [0068]
copolymers of styrene and acrylic acid propyl ester [0069]
copolymers of styrene and methacrylic acid propyl ester [0070]
copolymers of styrene and acrylic acid isopropyl ester [0071]
copolymers of styrene and methacrylic acid isopropyl ester [0072]
copolymers of styrene and acrylic acid (n-butyl) ester [0073]
copolymers of styrene and methacrylic acid (n-butyl) ester [0074]
copolymers of styrene and acrylic acid and methacrylic acid [0075]
copolymers of styrene and acrylic acid and sodium acrylate [0076]
copolymers of styrene and acrylic acid and sodium methacrylate
[0077] copolymers of styrene and acrylic acid and acrylic acid
methyl ester [0078] copolymers of styrene and acrylic acid and
methacrylic acid methyl ester [0079] copolymers of styrene and
acrylic acid and acrylic acid ethyl ester [0080] copolymers of
styrene and acrylic acid and methacrylic acid ethyl ester [0081]
copolymers of styrene and acrylic acid and acrylic acid (n-butyl)
ester [0082] copolymers of styrene and acrylic acid and methacrylic
acid (n-butyl) ester [0083] copolymers of styrene and methacrylic
acid and sodium acrylate [0084] copolymers of styrene and
methacrylic acid and sodium methacrylate [0085] copolymers of
styrene and methacrylic acid and acrylic acid methyl ester [0086]
copolymers of styrene and methacrylic acid and methacrylic acid
methyl ester [0087] copolymers of styrene and methacrylic acid and
acrylic acid ethyl ester [0088] copolymers of styrene and
methacrylic acid and methacrylic acid ethyl ester [0089] copolymers
of styrene and methacrylic acid and acrylic acid (n-butyl) ester
[0090] copolymers of styrene and methacrylic acid and methacrylic
acid (n-butyl) ester [0091] copolymers of styrene and acrylic acid
and methacrylic acid and sodium acrylate [0092] copolymers of
styrene and acrylic acid and methacrylic acid and sodium
methacrylate [0093] copolymers of styrene and acrylic acid and
methacrylic acid and acrylic acid methyl ester [0094] copolymers of
styrene and acrylic acid and methacrylic acid and methacrylic acid
methyl ester [0095] copolymers of styrene and acrylic acid and
methacrylic acid and acrylic acid ethyl ester [0096] copolymers of
styrene and acrylic acid and methacrylic acid and methacrylic acid
ethyl ester [0097] copolymers of styrene and acrylic acid and
methacrylic acid and acrylic acid (n-butyl) ester [0098] copolymers
of styrene and acrylic acid and methacrylic acid and methacrylic
acid (n-butyl) ester.
[0099] In particular, preferred hair treatment agents are therefore
characterized in that they include 0.5 to 17.5% by weight,
preferably 1 to 15% by weight, more preferably 1.5 to 12.5% by
weight, particularly preferably 2 to 10% by weight, and in
particular 3 to 8% by weight, of at least one copolymer having
monomer units of formulas (V) and (VIa)
##STR00020##
in which X stands for H.sup.+ or Na.sup.+.
[0100] As a further component, the agents according to the
invention include 0.5 to 5% by weight of
2-phenylbenzimidazole-5-sulfonic acid. Particularly preferred hair
treatment agents according to the invention are characterized in
that they include 0.55 to 4.5% by weight, preferably 0.6 to 4% by
weight, more preferably 0.65 to 3.5% by weight, particularly
preferably 0.7 to 3% by weight, and in particular 0.75 to 2.5% by
weight, of 2-phenylbenzimidazole-5-sulfonic acid.
[0101] It has proven to be preferable when the ingredients a), b),
and c) are used in certain quantity ratios relative to one another.
The UV protective effect is optimally intensified in this way. Hair
treatment agents which are preferred according to the invention are
characterized in that the weight ratio of ingredients b) to a) is
in the range of 1:50 to 50:1, preferably in the range of 1:10 to
25:1, more preferably in the range of 1:1 to 5:1, particularly
preferably in the range of 1.5:1 to 4:1, and in particular in the
range of 1.75:1 to 2.5:1.
[0102] Further preferred hair treatment agents according to the
invention are characterized in that the weight ratio of ingredients
a) to c) is in the range of 1:50 to 50:1, preferably in the range
of 1:10 to 25:1, more preferably in the range of 1:5 to 5:1,
particularly preferably in the range of 1.5:1 to 4:1, and in
particular in the range of 1.1:1 to 1:1.1.
[0103] The agents according to the invention each include further
essential ingredients, depending on the intended use. Cleaning or
care compositions such as shampoos or conditioners, for example,
include at least one surfactant; depending on the field of
application, surface-active substances are referred to as
surfactants or as emulsifiers, and are selected from anionic,
cationic, zwitterionic, ampholytic, and nonionic surfactants and
emulsifiers.
[0104] Hair treatment agents which are preferred according to the
invention are characterized in that, based on their weight, they
include 0.5 to 70% by weight, preferably 1 to 60% by weight, and in
particular 5 to 25% by weight, of anionic and/or nonionic and/or
cationic and/or amphoteric surfactant(s).
[0105] For the compositions according to the invention, all anionic
surface-active substances which are suitable for use on the human
body are appropriate as anionic surfactants and emulsifiers. These
are characterized by a water-solubilizing anionic group, for
example a carboxylate, sulfate, sulfonate, or phosphate group, and
a lipophilic alkyl group including approximately 8 to 30 C atoms.
In addition, glycol ether or polyglycol ether groups, ester groups,
ether groups, and amide groups as well as hydroxyl groups may be
included in the molecule.
[0106] Zwitterionic surfactants and emulsifiers refer to those
surface-active compounds which bear at least one quaternary
ammonium group and at least one --COO.sup.(-) or --SO.sub.3.sup.(-)
group in the molecule. Particularly suitable zwitterionic
surfactants and emulsifiers are the so-called betaines such as
N-alkyl-N,N-dimethylammonium glycinates, for example
coco-alkyldimethylammonium glycinate;
N-acylaminopropyl-N,N-dimethylammonium glycinates, for example
coco-acylaminopropyldimethylammonium glycinate, and
2-alkyl-3-carboxymethyl-3-hydroxyethylimidazolines in each case
including 8 to 18 C atoms in the alkyl or acyl group; and
coco-acylaminoethylhydroxyethylcarboxymethyl glycinate. One
preferred zwitterionic surfactant is the fatty acid amide
derivative known by the INCI name Cocamidopropyl Betaine.
[0107] Ampholytic surfactants and emulsifiers are understood to
mean those surface-active compounds which in addition to a
C.sub.8-C.sub.24 alkyl or acyl group include at least one free
amino group and at least one --COOH or --SO.sub.3H group and which
are capable of forming internal salts. Examples of suitable
ampholytic surfactants are N-alkylglycines, N-alkylaminopropionic
acids, N-alkylaminobutyric acids, N-alkyliminodipropionic acids,
N-hydroxyethyl-N-alkylamidopropylglycines, N-alkyltaurines,
N-alkylsarcosines, 2-alkylaminopropionic acids, and
alkylaminoacetic acids in each case including approximately 8 to 24
C atoms in the alkyl group. Particularly preferred ampholytic
surfactants are N-coco-alkylaminopropionate,
coco-acylaminoethylaminopropionate, and C.sub.12-C.sub.18
acylsarcosine.
[0108] Cationic surfactants of the quaternary ammonium compound,
esterquat, and amidoamine types are usable according to the
invention. Preferred quaternary ammonium compounds are ammonium
halides, in particular chlorides and bromides, such as
alkyltrimethylammonium chlorides, dialkyldimethylammonium
chlorides, and trialkylmethylammonium chlorides. The long alkyl
chains of these surfactants preferably include 10 to 18 carbon
atoms, such as in cetyltrimethylammonium chloride,
stearyltrimethylammonium chloride, distearyldimethylammonium
chloride, lauryldimethylammonium chloride,
lauryldimethylbenzylammonium chloride, and tricetylmethylammonium
chloride, for example. Further preferred cationic surfactants are
the imidazolium compounds known by the INCI names Quaternium-27 and
Quaternium-83.
[0109] Particularly preferred hair treatment agents according to
the invention are characterized in that as a cationic care
substance, based on their weight, they include 0.05 to 7.5% by
weight, preferably 0.1 to 5% by weight, particularly preferably 0.2
to 3.5% by weight, and in particular 0.25 to 2.5% by weight, of
cationic surfactant(s) from the group of quaternary ammonium
compounds and/or esterquats and/or amidoamines.
[0110] The agents according to the invention may particularly
preferably include one or more amino acids as a further ingredient.
Amino acids which are particularly preferably usable according to
the invention come from the group comprising glycine, alanine,
valine, leucine, isoleucine, phenylalanine, tyrosine, tryptophan,
proline, aspartic acid, glutaminic acid, asparagine, glutamine,
serine, threonine, cysteine, methionine, lysine, arginine,
histidine, .beta.-alanine, 4-aminobutyric acid (GABA), betaine,
L-cystine (L-Cyss), L-carnitine, L-citrulline, L-theanine,
3',4'-dihydroxy-L-phenylalanine (L-DOPA), 5'-hydroxy-L-tryptophan,
L-homocysteine, S-methyl-L-methionine, S-allyl-L-cysteine sulfoxide
(L-alliin), L-trans-4-hydroxyproline, L-5-oxoproline
(L-pyroglutaminic acid), L-phosphoserine, creatine,
3-methyl-L-histidine, and L-ornithine, wherein the individual amino
acids as well as mixtures may be used.
[0111] Preferred agents according to the invention include one or
more amino acids in fairly narrow quantity ranges. Cosmetic agents
which are preferred here according to the invention are
characterized in that as a care substance, based on their weight,
they include 0.01 to 5% by weight, preferably 0.02 to 2.5% by
weight, particularly preferably 0.05 to 1.5% by weight, more
preferably 0.075 to 1% by weight, and in particular 0.1 to 0.25% by
weight, of amino acid(s), preferably from the group comprising
glycine and/or alanine and/or valine and/or lysine and/or leucine
and/or threonine.
[0112] Of course, the silicones used according to the invention
having structural units of formula (I) may be used together with
other conventional silicones.
[0113] Agents preferred according to the invention are
characterized in that they include at least one further
silicone.
[0114] Of course, mixtures of the above-mentioned silicones may
also be included in the agents according to the invention.
[0115] Preferred silicones which are usable according to the
invention have viscosities of 0.2 to 2 mm.sup.2s.sup.-1 at
20.degree. C., wherein silicones having viscosities of 0.5 to 1
mm.sup.2s.sup.-1 are particularly preferred.
[0116] Particularly preferred agents according to the invention
include one or more aminofunctional silicones.
[0117] Preferred agents according to the invention are
characterized in that they include an aminofunctional silicone of
formula (Si-II)
R'.sub.aG.sub.3-a-Si(OSiG.sub.2).sub.n-(OSiGbR'.sub.2-b).sub.m--O--SiG.s-
ub.3-a-R'.sub.a (Si-II),
where the terms have the following meanings: [0118] G is --H, a
phenyl group, --OH, --O--CH.sub.3, --CH.sub.3,
--O--CH.sub.2CH.sub.3, --CH.sub.2CH.sub.3,
--O--CH.sub.2CH.sub.2CH.sub.3, --CH.sub.2CH.sub.2CH.sub.3,
--O--CH(CH.sub.3).sub.2, --CH(CH.sub.3).sub.2,
--O--CH.sub.2CH.sub.2CH.sub.2CH.sub.3,
--CH.sub.2CH.sub.2CH.sub.2CH.sub.3,
--O--CH.sub.2CH(CH.sub.3).sub.2, --CH.sub.2CH(CH.sub.3).sub.2,
--O--CH(CH.sub.3)CH.sub.2CH.sub.3, --CH(CH.sub.3)CH.sub.2CH.sub.3,
--O--C(CH.sub.3).sub.3, --C(CH.sub.3).sub.3; [0119] a stands for a
number between 0 and 3, in particular 0, [0120] b stands for a
number between 0 and 1, in particular 1, [0121] m and n are numbers
whose sum (m+n) is between 1 and 2000, preferably between 50 and
150, where n preferably assumes values of 0 to 1999 and in
particular 49 to 149, and m preferably assumes values of 1 to 2000,
in particular 1 to 10, [0122] R' is a monovalent moiety selected
from [0123] -Q-N(R'')--CH.sub.2--CH.sub.2--N(R'').sub.2 [0124]
-Q-N(R'').sub.2 [0125] -Q-N.sup.+(R'').sub.3A.sup.- [0126]
-Q-N.sup.+H(R'').sub.2A.sup.- [0127] -Q-N.sup.+H.sub.2(R'')A.sup.-
[0128] -Q-N(R'')--CH.sub.2--CH.sub.2--N.sup.+R''H.sub.2A.sup.-,
wherein each Q stands for a chemical bond, --CH.sub.2--,
--CH.sub.2--CH.sub.2--, --CH.sub.2CH.sub.2CH.sub.2--,
--C(CH.sub.3).sub.2--, --CH.sub.2CH.sub.2CH.sub.2CH.sub.2--,
--CH.sub.2C(CH.sub.3).sub.2--, --CH(CH.sub.3)CH.sub.2CH.sub.2--,
R'' stands for moieties, which are the same or different, from the
group comprising --H, -phenyl, -benzyl, --CH.sub.2--CH(CH.sub.3)Ph,
C.sub.1-20 alkyl moieties, preferably --CH.sub.3,
--CH.sub.2CH.sub.3, --CH.sub.2CH.sub.2CH.sub.3,
--CH(CH.sub.3).sub.2, --CH.sub.2CH.sub.2CH.sub.2H.sub.3,
--CH.sub.2CH(CH.sub.3).sub.2, --CH(CH.sub.3)CH.sub.2CH.sub.3,
--C(CH.sub.3).sub.3, and A represents an anion which is preferably
selected from chloride, bromide, iodide, or methosulfate.
[0129] Particularly preferred agents according to the invention are
characterized in that they include at least one aminofunctional
silicone of formula (Si-IIa)
##STR00021##
where m and n are numbers whose sum (m+n) is between 1 and 2000,
preferably between 50 and 150, where n preferably assumes values of
0 to 1999 and in particular 49 to 149, and m preferably assumes
values of 1 to 2000, in particular 1 to 10.
[0130] These silicones are referred to as
Trimethylsilylamodimethicones according to the INCI
declaration.
[0131] Also particularly preferred according to the invention are
agents which include an aminofunctional silicone of formula
(Si-IIb)
##STR00022##
where R stands for --OH, --O--CH.sub.3, or a --CH.sub.3 group, and
m, n1, and n2 are numbers whose sum (m+n1+n2) is between 1 and
2000, preferably between 50 and 150, where the sum (n1+n2)
preferably assumes values of 0 to 1999 and in particular 49 to 149,
and m preferably assumes values of 1 to 2000, in particular 1 to
10.
[0132] These silicones are referred to as Amodimethicones according
to the INCI declaration.
[0133] Regardless of which aminofunctional silicones are used,
agents according to the invention are preferred which include an
aminofunctional silicone whose amine value is above 0.25 meq/g,
preferably above 0.3 meq/g, and in particular above 0.4 meq/g. The
amine value stands for the milliequivalents of amine per gram of
the aminofunctional silicone. It may be determined by titration,
and is also expressed in the units mg KOH/g.
[0134] Agents preferred according to the invention are
characterized in that, based on their weight, they include 0.01 to
10% by weight, preferably 0.1 to 8% by weight, particularly
preferably 0.25 to 7.5% by weight, and in particular 0.5 to 5% by
weight, of aminofunctional silicone(s).
[0135] The silicones described above have a backbone which is built
from --Si--O--Si units. Of course, these Si--O--Si units may also
be interrupted by carbon chains. Such molecules are obtainable by
chain lengthening reactions, and are preferably used in the form of
silicone-in-water emulsions.
[0136] Agents likewise preferred according to the invention are
characterized in that they include at least one silicone of formula
(Si-IV)
R.sub.3Si--[O--SiR.sub.2].sub.x--(CH.sub.2).sub.n--[O--SiR.sub.2].sub.y--
-O--SiR.sub.3 (Si-IV),
in which R stands for moieties, which are the same or different,
from the group comprising --H, -phenyl, -benzyl,
--CH.sub.2--CH(CH.sub.3)Ph, C.sub.1-20 alkyl moieties, preferably
--CH.sub.3, --CH.sub.2CH.sub.3, --CH.sub.2CH.sub.2CH.sub.3,
--CH(CH.sub.3).sub.2, --CH.sub.2CH.sub.2CH.sub.2H.sub.3,
--CH.sub.2CH(CH.sub.3).sub.2, --CH(CH.sub.3)CH.sub.2CH.sub.3,
--C(CH.sub.3).sub.3, x and y each stand for a number from 0 to 200,
preferably from 0 to 10, more preferably from 0 to 7, and in
particular 0, 1, 2, 3, 4, 5 or 6, and n stands for a number from 0
to 10, preferably from 1 to 8, and in particular for 2, 3, 4, 5,
6.
[0137] The silicones are preferably water-soluble. Agents preferred
according to the invention are characterized in that they include
at least one water-soluble silicone.
[0138] It has been shown that certain proteolipids even further
intensify the effect of the combination according to the invention,
and even further improve the prevention of damage to the hair
structure by UV radiation. As a further ingredient, the agents
according to the invention may include at least one proteolipid of
formula (P-I)
R'--X--R'' (P-I),
in which [0139] R' stands for a straight-chain or branched,
saturated or unsaturated hydrocarbon moiety including 11 to 24
carbon atoms, [0140] R'' means a protein, a peptide, or a protein
hydrolysate, [0141] X stands for --C(O)O-- or
--N.sup.+(R.sup.III.sub.2)R.sup.IV-- or --N(R.sup.III)R.sup.IV-- or
--C(O)--N(R.sup.V)R.sup.VI--, [0142] R.sup.III means
--(CH.sub.2).sub.x--CH.sub.3, where x=0-22 and [0143] R.sup.IV
means --CH.sub.2--CH(OH)--CH.sub.2-- or --(CH.sub.2).sub.x--, where
x=0-22;
[0144] R.sup.V and R.sup.V independently stand for --H or
--(CH.sub.2).sub.x--CH.sub.3, where x=0-22;
with the condition that R'' stands for keratin or a keratin
hydrolysate when X stands for --C(O)O--.
[0145] The proteolipids are preferably used within certain
quantities in the agents according to the invention. Preferred
cosmetic agents according to the invention, based on their weight,
include 0.01 to 10% by weight, preferably 0.02 to 5% by weight,
particularly preferably 0.05 to 2.5% by weight, more preferably 0.1
to 1% by weight, and in particular 0.15 to 0.5% by weight, of
proteolipid(s). The moiety R'' in formula (P-I) stands for a
peptide, a protein, or a protein hydrolysate. R'' is selected from
the group comprising keratin or keratin hydrolysate when
X=--C(O)O--.
[0146] Preferred moieties R'' are oligopetides having at least one
amino acid sequence Glu-Glu-Glu
##STR00023##
wherein the amino group may be present in the free or protonated
form, and the carboxy groups may be present in the free or
deprotonated form.
[0147] In these formulas as well as in all the formulas below, the
hydrogen atom in parentheses in the amino group, and also the
hydroxy group in parentheses in the acid function, mean that the
groups in question may be present as such (which is then an
oligopeptide having the applicable number of amino acids as
illustrated (in the present formula, 3)), or that the amino acid
sequence is present in an oligopeptide which includes even further
amino acids; depending on where the further amino acid(s) is/are
bonded, the components in parentheses in the above-mentioned
formula are replaced by the further amino acid moiety/moieties.
[0148] Within the meaning of the present patent application,
oligopeptides are condensation products of amino acids which
include at least 3 and at most 25 amino acids, and which are linked
by peptide bonds in the manner of an acid amide.
[0149] In hair treatment agents of the above-described embodiment
which are preferred according to the invention, the oligopeptide
(the moiety R'') includes 5 to 15 amino acids, preferably 6 to 13
amino acids, particularly preferably 7 to 12 amino acids, and in
particular 8, 9, or 10 amino acids.
[0150] The molar mass of the proteolipid included in the agents
according to the invention may vary, depending on whether further
amino acids are bonded to the Glu-Glu-Glu sequence, and depending
on the type of these amino acids and as a function of the selection
of the moieties R' and optionally R.sup.III and R.sup.IV. Cosmetic
agents preferred according to the invention are characterized in
that the proteolipid has a molar mass of 1,000 to 30,000 Da,
preferably 1,250 to 25,000 Da, particularly preferably 1,500 to
20,000 Da, and in particular 2,000 to 15,000 Da.
[0151] Preferably used as the moiety R'' are oligopeptides which
are not composed solely of the three glutaminic acids, but which
instead include further amino acids that are bonded to this
sequence. These further amino acids are preferably selected from
certain amino acids, while certain other representatives are less
preferred according to the invention.
[0152] Thus, it is preferred when the moiety R'' of the
proteolipids used in the agents according to the invention includes
no methionine. It is further preferred when the moiety R'' of the
proteolipids used in the agents according to the invention includes
no cysteine and/or cystine.
[0153] It is further preferred when the moiety R'' of the
proteolipids used in the agents according to the invention includes
no aspartic acid and/or asparagine. It is further preferred when
the moiety R'' of the proteolipids used in the agents according to
the invention includes no serine and/or threonine.
[0154] On the other hand, it is preferred when the moiety R'' of
the proteolipids used in the agents according to the invention
includes tyrosine. It is further preferred when the moiety R'' of
the proteolipids used in the agents according to the invention
includes leucine. It is further preferred when the moiety R'' of
the proteolipids used in the agents according to the invention
includes isoleucine. It is further preferred when the moiety R'' of
the proteolipids used in the agents according to the invention
includes arginine. It is further preferred when the moiety R'' of
the proteolipids used in the agents according to the invention
includes valine.
[0155] Oligopeptides which are particularly preferred as the moiety
R'' and amino acid sequences which are included in the preferred
oligopeptides are described below:
[0156] One particularly preferred oligopeptide additionally
includes tyrosine, which is preferably bonded via its acid function
to the Glu-Glu-Glu sequence. Cosmetic agents preferred according to
the invention are therefore characterized in that the oligopeptide
included in the proteolipids of formula (I) as the moiety R'' has
at least one amino acid sequence Tyr-Glu-Glu-Glu, wherein the amino
group may be present in the free or protonated form, and the
carboxy groups may be present in the free or deprotonated form.
[0157] Another particularly preferred oligopeptide additionally
includes isoleucine, which is preferably bonded via its acid
function to the Glu-Glu-Glu sequence. Cosmetic agents preferred
according to the invention are therefore characterized in that the
oligopeptide included in the proteolipids of formula (I) as the
moiety R'' has at least one amino acid sequence Glu-Glu-Glu-Ile,
wherein the amino group may be present in the free or protonated
form, and the carboxy groups may be present in the free or
deprotonated form.
[0158] Oligopeptides which include both of the amino acids
mentioned above (tyrosine and isoleucine) are preferred according
to the invention. Hair treatment agents according to the invention
are particularly preferred in which the oligopeptide included in
the proteolipids of formula (I) as the moiety R'' has at least one
amino acid sequence Tyr-Glu-Glu-Glu-Ile, wherein the amino group
may be present in the free or protonated form, and the carboxy
groups may be present in the free or deprotonated form.
[0159] Further preferred oligopeptides additionally include
arginine, which is preferably present bonded to isoleucine.
Cosmetic agents preferred according to the invention are therefore
characterized in that the oligopeptide included in the proteolipids
of formula (I) as the moiety R'' has at least one amino acid
sequence Tyr-GIu-GIu-GIu-IIe-Arg, wherein the amino groups may be
present in the free or protonated form, and the carboxy groups may
be present in the free or deprotonated form.
[0160] Even further preferred oligopeptides additionally include
valine, which is preferably present bonded to the arginine.
Cosmetic agents further preferred according to the invention are
therefore characterized in that the oligopeptide included in the
proteolipids of formula (I) as the moiety R'' has at least one
amino acid sequence Tyr-Glu-Glu-Glu-Ile-Arg-Val, wherein the amino
groups may be present in the free or protonated form, and the
carboxy groups may be present in the free or deprotonated form.
[0161] Even further preferred oligopeptides additionally include
leucine, which is preferably present bonded to valine. Cosmetic
agents further preferred according to the invention are therefore
characterized in that the oligopeptide included in the proteolipids
of formula (I) as the moiety R'' has at least one amino acid
sequence Tyr-Glu-Glu-Glu-Ile-Arg-Val-Leu, wherein the amino groups
may be present in the free or protonated form, and the carboxy
groups may be present in the free or deprotonated form.
[0162] In particular, preferred oligopeptides additionally include
leucine which is preferably present bonded to the tyrosine.
Cosmetic agents further preferred according to the invention are
therefore characterized in that the oligopeptide included in the
proteolipids of formula (I) as the moiety R'' has at least one
amino acid sequence Leu-Tyr-Glu-Glu-Glu-Ile-Arg-Val-Leu, wherein
the amino groups may be present in the free or protonated form, and
the carboxy groups may be present in the free or deprotonated
form.
[0163] In summary, in particular cosmetic agents according to the
invention are preferred which include at least one proteolipid of
formula (I), in which R'' has at least one amino acid sequence
Leu-Tyr-Glu-Glu-Glu-Ile-Arg-Val-Leu, wherein the amino groups may
be present in the free or protonated form, and the carboxy groups
may be present in the free or deprotonated form.
[0164] As previously mentioned, R'' is selected from the group
comprising keratin or keratin hydrolysate when X=--C(O)O--.
[0165] In all other cases, the moiety R'' in formula (P-I) may
stand for a peptide or a protein or a protein hydrolysate, wherein
protein hydrolysates are preferred. Protein hydrolysates are
product mixtures which are obtained by acidically, basically, or
enzymatically catalyzed breakdown of proteins. According to the
invention, protein hydrolysates of plant origin as well as animal
origin may be used.
[0166] Examples of protein hydrolysates are elastin, collagen,
keratin, silk, and milk protein hydrolysates, which may also be
present in the form of salts. Such products are marketed under the
trade names Dehylan.RTM. (Cognis), Promois.RTM. (Interorgana),
Collapuron.RTM.(Cognis), Nutrilan.RTM. (Cognis), Gelita-Sol.RTM.
(Deutsche Gelatine Fabriken Stoess & Co), Lexein.RTM. (Innlex),
and Kerasol.RTM. (Croda), for example.
[0167] The use of protein hydrolysates of plant origin, for example
soybean, almond, rice, pea, potato, and wheat protein hydrolysates,
is preferred according to the invention. Such products are
available under the trade names Gluadin.RTM. (Cognis), DiaMin.RTM.
(Diamatt), Lexein.RTM. (Innlex), and Crotein.RTM. (Croda), for
example.
[0168] Regardless of the selection of X in formula (P-I), the
moiety R'' is selected from keratin or keratin hydrolysates.
Preferred cosmetic agents according to the invention are
characterized in that they include at least one proteolipid of
formula (P-I) in which R'' stands for keratin or a keratin
hydrolysate.
[0169] In particular, cosmetic agents according to the invention
are preferred which include at least one proteolipid of formula
(P-I), in which R.sup.III means --CH.sub.3, and R.sup.IV stands for
--(CH.sub.2).sub.x--, where x=0, 1, 2, 3, 4, 5, 6, 7, 8.
[0170] In addition, particularly preferred cosmetic agents
according to the invention are characterized in that they include
at least one proteolipid of formula (I), in which X stands for
--N.sup.+(CH.sub.3).sub.2--CH.sub.2--CH(OH)--CH.sub.2-- and R''
stands for --(CH.sub.2).sub.17--CH.sub.3.
[0171] Further cosmetic agents which are likewise preferred
according to the invention are characterized in that they include
at least one proteolipid of formula (P-I), in which X stands for
--C(O)--O-- and R'' stands for --(CH.sub.2).sub.17--CH.sub.3.
[0172] It has proven advantageous to use protein hydrolysates in
addition to the proteolipids. Protein hydrolysates intensify the
effect of the proteolipids, and their own effects are enhanced. The
protein hydrolysates have been described in detail above as moiety
R''. In summary, cosmetic agents according to the invention are
preferred which, based on their weight, include 0.01 to 10% by
weight, preferably 0.05 to 7% by weight, particularly preferably
0.1 to 5% by weight, more preferably 0.25 to 2.5% by weight, and in
particular 0.5 to 2.0% by weight, of protein hydrolysate(s),
preferably keratin hydrolysate(s).
[0173] For esthetic reasons, "clear" products are often preferred
by consumers. Cosmetic agents preferred according to the invention
are therefore characterized in that they are transparent or
translucent.
[0174] Within the scope of the present invention, "transparent or
translucent" is understood to mean a composition which has an NTU
value of less than 100. The NTU value (Nephelometric Turbidity
Unit) is a unit used in water treatment for turbidity measurements
in liquids. It is the unit of a turbidity of a liquid which is
measured with a calibrated nephelometer.
[0175] A further subject matter of the present invention is the use
of silicones which include groups of formula (I)
##STR00024##
[0176] in which
[0177] n stands for values from 1 to 1000,
[0178] A stands for a group
##STR00025## [0179] in which R1 stands for --H or --CH.sub.3 and R
stands for a straight-chain or branched alkyl moiety including 8 to
24 C atoms, and a stands for an integer from 1 to 20, for reducing
the damage to the hair structure by external influences, in
particular by UV radiation.
[0180] The use according to the invention of the silicones
preferably takes place in combination with at least one copolymer
having monomer units of formulas (V) and (VI)
##STR00026##
in which R2 stands for --H or --CH.sub.3 and X stands for --H, an
alkali metal cation, or a straight-chain or branched alkyl moiety
including 1 to 24 C atoms.
[0181] The statements made with regard to the agents according to
the invention also apply mutatis mutandis with regard to further
preferred embodiments of the uses according to the invention.
[0182] While at least one exemplary embodiment has been presented
in the foregoing detailed description of the invention, it should
be appreciated that a vast number of variations exist. It should
also be appreciated that the exemplary embodiment or exemplary
embodiments are only examples, and are not intended to limit the
scope, applicability, or configuration of the invention in any way.
Rather, the foregoing detailed description will provide those
skilled in the art with a convenient road map for implementing an
exemplary embodiment of the invention, it being understood that
various changes may be made in the function and arrangement of
elements described in an exemplary embodiment without departing
from the scope of the invention as set forth in the appended claims
and their legal equivalents.
* * * * *